| 1 | Sat 25 Oct | 113-3 v Lydd TownStaplehurst Monarchs 3-3 Lydd Town | Southern Counties East League First Division |
| 2 | Sat 1 Nov | 111-2 v FC ElmsteadFC Elmstead 2-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 3 | Mon 10 Nov | 71-1 v SE DonsSE Dons 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 4 | Sat 15 Nov | 7 1-1 v Rochester UnitedStaplehurst Monarchs 1-1 Rochester United | Southern Counties East League First Division |
| 5 | Sat 29 Nov | 70-3 v Lordswood AFCLordswood AFC 3-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 6 | Sat 6 Dec | 71-0 v CroydonCroydon 0-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 7 | Sat 20 Dec | 74-2 v Sheppey SportsSheppey Sports 2-4 Staplehurst Monarchs | Southern Counties East League First Division |
| 8 | Sat 24 Jan | 75-1 v Halls AFCHalls AFC 1-5 Staplehurst Monarchs | Southern Counties East League First Division |
| 9 | Sat 28 Feb | 91-1 v Sheppey SportsStaplehurst Monarchs 1-1 Sheppey Sports | Southern Counties East League First Division |
| 10 | Sat 7 Mar | 91-1 v AFC Greenwich BoroughAFC Greenwich Borough 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 11 | Tue 10 Mar | 93-0 v FC ElmsteadStaplehurst Monarchs 3-0 FC Elmstead | Southern Counties East League First Division |
| 12 | Tue 17 Mar | 100-1 v Banstead AthleticBanstead Athletic 1-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 13 | Sat 21 Mar | 9 0-1 v CroydonStaplehurst Monarchs 0-1 Croydon | Southern Counties East League First Division |
| 14 | Tue 24 Mar | 90-5 v SE DonsStaplehurst Monarchs 0-5 SE Dons | Southern Counties East League First Division |
| 15 | Sat 28 Mar | 71-1 v Welling TownWelling Town 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 16 | Tue 31 Mar | 73-1 v Lewisham BoroughStaplehurst Monarchs 3-1 Lewisham Borough | Southern Counties East League First Division |
| 17 | Sat 4 Apr | 111-2 v Lordswood AFCStaplehurst Monarchs 1-2 Lordswood AFC | Southern Counties East League First Division |
| 18 | Mon 6 Apr | 8 2-1 v Lydd TownLydd Town 1-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 19 | Sat 11 Apr | 23-3 v Banstead AthleticStaplehurst Monarchs 3-3 Banstead Athletic | Southern Counties East League First Division |
| 20 | Mon 13 Apr | 70-3 v SC ThamesmeadSC Thamesmead 3-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 21 | Sat 18 Apr | 72-2 v Bridon RopesBridon Ropes 2-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 22 | Tue 21 Apr | 73-0 v GreenwaysGreenways 0-3 Staplehurst Monarchs | Southern Counties East League First Division |
| 23 | Sat 25 Apr | 70-2 v AFC Greenwich BoroughStaplehurst Monarchs 0-2 AFC Greenwich Borough | Southern Counties East League First Division |
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